Explore top 2025 4 Star Hotels in Sherwood

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Top Sherwood 4 Star hotels

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $77 total per night from Nov 25 to Nov 26
$77 total
Nov 25 - Nov 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
8.6/10 Excellent! (1,006 reviews)
Everything

Reviewed on Nov 12, 2025

Opens in a new windowDoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $161 total per night from Dec 15 to Dec 16
$161 total
Dec 15 - Dec 16
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, ...
9.2/10 Wonderful! (1,000 reviews)
Nice big rooms, comfortable beds. Well maintained.

Reviewed on Nov 11, 2025

Opens in a new windowGraduate by Hilton Annapolis
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $217 total per night from Dec 15 to Dec 16
$217 total
Dec 15 - Dec 16
Total with taxes and fees
This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's ...
8.6/10 Excellent! (1,000 reviews)
The room was spotless. The staff were courteous and helpful. Fantastic hotel!

Reviewed on Oct 28, 2025

Opens in a new windowHyatt Regency Chesapeake Bay
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $193 total per night from Dec 14 to Dec 15
$193 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8.8/10 Excellent! (875 reviews)
To the owner of the property fabulous property we were there when it flooded so I can’t talk about the food but overall it was a 10 except for one thing your rooms are beautiful. They’re small but done so well that I read it at 10 which you need to do. It should change the toilet tissue it’s paper, ...

Reviewed on Nov 5, 2025

Opens in a new windowAnnapolis Waterfront Hotel, Autograph Collection
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $176 total per night from Dec 14 to Dec 15
$176 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this Beaux Arts hotel. Traveling on business? Take advantage of the 24-hour business ...
8.6/10 Excellent! (1,001 reviews)
Amazing

Reviewed on Nov 14, 2025

Opens in a new windowThe Westin Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $119 total per night from Nov 19 to Nov 20
$119 total
Nov 19 - Nov 20
Total with taxes and fees
A marina, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Make the most of the 24-hour gym and seasonal outdoor pool, and relax ...
8.2/10 Very Good! (1,000 reviews)
It was fine. They need to pay attention to details (no soap in the bathroom, no cups for coffee). We tried to eat at the CBQ restaurant but the guy working did not seem happy to have customers. And he did not know how to make drinks. (Ice in a mimosa???). The room was comfortable and had a wonderful ...

Reviewed on Nov 9, 2025

Opens in a new windowRod 'N' Reel Resort
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road, Stevensville, MD
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $230 total per night from Dec 1 to Dec 2
$230 total
Dec 1 - Dec 2
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the 24-hour business ...
9.4/10 Exceptional! (426 reviews)
Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around.

Reviewed on Nov 10, 2025

Opens in a new windowThe Inn at Chesapeake Bay Beach Club
The Oaks Waterfront

The Oaks Waterfront

4 out of 5
25876 Royal Oak Road, Royal Oak, Easton, MD
$459 nightly
The price is $505 total per night from Nov 19 to Nov 20
$505 total
Nov 19 - Nov 20
Total with taxes and fees
This bed & breakfast features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like cooked-to-order breakfast ...
10/10 Exceptional! (40 reviews)
Staff, breakfast, and room were all superb!

Reviewed on Nov 1, 2025

Opens in a new windowThe Oaks Waterfront
Don't see what you're looking for?
See all available properties in Sherwood
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

4 Star Hotels Sherwood

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Sherwood 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Sherwood will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Sherwood, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Sherwood hotel reviews by fellow wanderers